Welcome to 2244 Benefit Road in Chesapeake—a rare opportunity to own 6 private acres with the freedom of A-1 zoning and all the charm of country living, just minutes from city conveniences. This 2,300 sq ft home offers space, versatility, and major updates including a brand-new roof and new HVAC system for peace of mind. Bring your horses, cows, chickens and create the lifestyle you’ve been dreaming of—farmette, homestead, or private retreat. Bordered by a nature preserve, you’ll enjoy protected views and no future development behind you. The acreage, privacy, and agricultural zoning make this one stand out among Chesapeake homes for sale. Room to garden, ride, entertain, or simply enjoy wide open space under the stars. If you’ve been searching for homes with land in Chesapeake, horse property, or a unique rural escape with modern comfort, this is the one. Rarely does acreage, freedom, and location come together like this!
Sold
$727,500
2244 Benefit Rd, Chesapeake, VA 23322
4beds
2,300sqft
Single Family Residence
Built in 1985
6 Acres Lot
$724,600 Zestimate®
$316/sqft
$3,266 Estimated rent
Home value
$724,600
$688,000 - $761,000
$3,266/mo
Zestimate® history
Owner options
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$3,266/mo
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$4,359/mo
Est. payment
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$4,359/mo
Est. payment
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List your homeWhat's special
Major updatesBrand-new roofProtected viewsNew hvac system
Zillow last checked:
Listing updated:
Listed by:
LPT Realty LLC 877-366-2213
Bought with:
Debbie Woolard
Howard Hanna Real Estate Svcs.
Source: REIN Inc.,MLS#: 10631960
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Forced Air
Cooling
- Central Air, Heat Pump
Appliances
- Included: 220 V Elec, Dishwasher, Microwave, Electric Range, Electric Water Heater
- Laundry: Dryer Hookup, Washer Hookup
Features
- Flooring: Carpet, Ceramic Tile, Laminate/LVP
- Basement: Crawl Space
- Has fireplace: No
Interior area
- Total interior livable area: 2,300 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Att 2 Car, Off Street, Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Exterior features: Dog Run
- Pool features: Above Ground
- Fencing: Back Yard,Other,Fenced
- Has view: Yes
- View description: Trees/Woods
- Waterfront features: Not Waterfront
Lot
- Size: 6 Acres
Details
- Parcel number: 0940000000400
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Transitional
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Chesapeake
- Subdivision: Pleasant Grove
HOA & financial
HOA
- Has HOA: No
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,217 +4.6% | $615,500 +4.6% |
| 2024 | $5,943 +9.1% | $588,400 +9.1% |
| 2023 | $5,445 +7% | $539,100 +11.2% |
| 2022 | $5,088 +25.7% | $484,600 +25.7% |
| 2021 | $4,049 | $385,600 +0.3% |
| 2020 | -- | $384,500 +13% |
| 2019 | $3,573 +2.7% | $340,300 +2.7% |
| 2018 | $3,479 +0.9% | $331,300 +0.9% |
| 2017 | $3,449 +0% | $328,500 |
| 2016 | $3,449 | $328,500 |
| 2015 | $3,449 | $328,500 |
| 2014 | $3,449 0% | $328,500 |
| 2013 | $3,449 | $328,500 |
| 2012 | $3,449 -4.4% | $328,500 -4.4% |
| 2011 | $3,607 -4.2% | $343,500 -4.2% |
| 2010 | $3,764 -9.1% | $358,500 -9.1% |
| 2009 | $4,139 | $394,200 |
| 2008 | $4,139 -0.6% | $394,200 +0.4% |
| 2007 | $4,163 +22.3% | $392,700 +28.1% |
| 2006 | $3,403 +48.1% | $306,600 +70.8% |
| 2004 | $2,298 +13.5% | $179,500 +11.7% |
| 2003 | $2,025 +8.9% | $160,700 +8.9% |
| 2002 | $1,860 +8% | $147,600 +8% |
| 2001 | $1,722 | $136,700 |
Find assessor info on the county website
Neighborhood: Pleasant Grove West
Nearby schools
GreatSchools rating
- 10/10Grassfield Elementary SchoolGrades: PK-5Distance: 6.3 mi
- 9/10Hickory Middle SchoolGrades: 6-8Distance: 5.2 mi
- 9/10Grassfield High SchoolGrades: 9-12Distance: 6.1 mi
Schools provided by the listing agent
- Elementary: Hickory Elementary
- Middle: Hickory Middle
- High: Grassfield
Source: REIN Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$724,600
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+$14,492
With Zillow Showcase(estimated)
$739,092
- Virginia
- Chesapeake City
- Chesapeake
- 23322
- Pleasant Grove West
- 2244 Benefit Rd
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